Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 31, Pages 9945-9949Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201806334
Keywords
allylation; boron; copper; dendralenes; multicomponent reactions
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Funding
- MINECO [RYC-2012-11749]
- Xunta de Galicia [ED431F 2016/006, GRC2014/032]
- European Union (European Regional Development Fund-ERDF)
- MINECO
- Segundo Gil Davila Foundation
- Xunta de Galicia (Centro singular de investigacion de Galicia) [ED431G/09]
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An efficient method to access diversely substituted borylated dendralenes from simple and readily available materials is reported. This method is based on a multicomponent copper-catalyzed allylboration of alkynes with diboron and a 1,4-dibromo-2-butene which provides bromo- and boron-substituted skipped dienes with a remarkable chemo-, stereo-, and regioselectivity. These products can be easily transformed into dendralenic organoboronates, which display an extremely versatile reactivity as demonstrated by novel selective transformations.
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